Missed Mortgage Payments Ch. 06

This is a continuing story about my wife Gail’s journey from a demure housewife to a paid prostitute, party slut. Gail will narrate this chapter.
The date for the two stripper bachelor party that I was doing with Tina was almost here. We were both very excited, especially Tina as she had never been nude in front of a bunch of horny guys. I had explained to her that being the center of attention and having a bunch of guys practically drooling over her was a real turn on, and she would love it.
The best man who had arranged the bachelor party, had hinted to me about Tina and I doing more than stripping. I had told Tina about the possibility of having sex for some extra money but didn’t mention that to Danny. She had told her husband that she and I were going out to a club and we would be late, so she was staying the night at our house. After the party I was hoping to have a repeat of the morning when we did our dress rehearsal for Danny, that turned into a threesome. Being with another woman again could be a turn on for me.
Tina was quiet in the car on the way to the party, I assumed she was nervous as was I, but only a little. I had already done a bachelor party but she had not. As I looked at her in the back seat I could see the concern on her face, so I smiled and told her she would be fine.
We arrived at the hotel where the party would take place and took the elevator to the ninth floor and found the room. The door was ajar and we walked in to find only four guys would be attending the party. It was a beautiful suite with two separate bedrooms and a central living room where we would dance. The best man introduced himself as Greg, the groom as Andy, and the other two men Frank and Jack. The guys appeared to all be in their late 40’s to early 50’s and the mood was more subdued than the last bachelor party I had attended. There was little drinking and It appeared this would be a very intimate gathering.
Tina and I retired to one of the bedrooms to change clothing and do our makeup while Danny set up the sound system. I explained to her that this was entirely different from the last party, with not much drinking and only a few guys. Before we undressed there was a knock at the door and when I opened it the groom asked if we could talk for a minute. He asked if we would be interested in doubling our fee by staying an extra hour or so and doing a little extra. I thought that that question would come up at a future party but I hadn’t given it a lot of thought, and told him we would have to discuss it.
With the sound system all set up, Danny knocked and entered the bedroom. We explained to him the offer the best man had made. Danny said that Tina and I needed to make that decision, but he was ok with whatever we chose, as long as it was all in the open. No pairing off in the bedrooms behind closed doors, for our safety. We decided to see how the dancing went and to make our decision later. I was concerned about how Danny would feel if I had sex with one of, or all of the guys with him watching. The only time I had had sex with Danny watching was with the mortgage guy, and that was because I had too, to keep our house. The fact is I had only had sex with three different men beside Danny, in my whole life. This would be different than I imagined, with four guys, and maybe two or more at once.
When Tina and I were both dressed and ready I cracked the door and nodded to Danny to start the music. The music started and I led the way dancing into the main room with Tina on my heels. We had rehearsed our routine and had it down pat. As we danced around the room all eyes were upon the two of us. We smiled and danced very close to the guys shaking our boobs and butts right in their faces. Midway through the first number we removed our belts together, and tossed them aside. Without the belts holding the ribbon skirts in place I knew the men could now see our legs all the way up to our sheer panties. When the first song ended we walked over to the small table where Danny sat and joined him for a drink and to catch our breath. He told us we looked great and really had their attention.
As the next song started we danced to the center of the room and immediately shed our ribbon skirts, and tossed them to Danny. Again we danced close to the guys and they began to run their hands over our bare legs. I looked at Tina and she was smiling as they caressed her legs and butt over her panties. I could tell she was as turned on as I was, and we had just started. My juices were flowing already and I was sure I had a wet spot on my sheer panties. Tina’s panties had ridden up with the help of eager hands and exposed a lot of her cute bare butt, and the same was happening to me. As this number came to an end we again sat with Danny to catch our breath. Danny asked if we were both ready to show the boys our boobs and Tina responded with a smile and a big yes.
When the music started we danced to the center of the room and started removing our bras very slowly and in unison. Standing side by side we slipped first our right arms through the shoulder straps of our bras, being careful not to let them see too much, then our left arms. Now with only the back strap holding them in place, we one at a time, unsnapped each other’s bras. Holding our cups in place with our hands we danced close to the guys, and as I dropped my bra into Andy’s lap Tina dropped hers into Greg’s lap.
Back in the middle of the room we faced each other, our eyes focused on one another and shook our boobs slowly, then closing the distance till our boobs touched and we pushed them tightly together still looking into each other’s eyes. This brought a low moan from all the guys, including Danny because he had not seen us practice this part. Now apart we dance slowly and very close to the men. We both gave each man an opportunity to caress our breasts and butts, and to slip bills into our panties. My nipples were hard and sensitive, my panties were now soaked, and I was so turned on that I had no doubt that I would have sex with one, two or all four of the guys before the evening was over. By the look on Tina’s face I think she felt the same way. As the music stopped we went to the table and sat down.
Tina whispered to me with a smile that she was turned on and wanted to fuck all of them. Danny told us he was surprised with us touching boobs, but it was a nice touch, literally. I asked Tina if she was ready to get naked and with a wicked smile she said yes. Danny started the music and we began to dance. Partway through this dance we both turned away from the guys and together we bent over and slid our panties to our knees. Shaking our butts we lowered the panties to the floor and steeped out of them. With our bare butts exposed and our pussies peeking at them we both spread our legs, to give them the best view.
Now dancing close to them we stopped in front of each man to let them fondle our boobs, butts and pussies. I didn’t flinch as the groom slipped a finger into my very wet pussy as I looked him in the eyes. I noticed the best man had slipped a finger into Tina’s pussy and her eyes were half closed as a moan escaped her lips. We spent a few minutes with each guy to give them ample time to grope and fondle us, and to hand us money. When the dance finally ended we walked to the corner table to figure out what to do next. We were both so hot and ready to get fucked but no one had brought up the subject as of yet.
As we sat regaining our composure Greg approached us and asked if we had considered his offer. We both looked at Danny, who only nodded his head yes with a slight smile. As the three of us had discussed I explained to him yes, but the bedroom doors had to remain open. A big smile swept across his face as he handed me an envelope, took me by the hand and presented me to Andy, who in turn led me to one of the bedrooms. I then watched Greg take Tina by the hand and lead her to the other bedroom.
I began to undress Andy, slowly unbuttoning his shirt, then slipping it off his shoulders. Kneeling down I unbuckled his belt, unbuttoned his pants, slid the zipper down and let them fall along with his boxers to the floor. As he stepped out of them I pushed him back on the bed, laid next to him and took his erect penis in my mouth. He was pretty worked up from all the dancing and teasing Tina and I had done to him. He was not overly large so I was able to take him deep as he moaned quietly. From the corner of my eye I could see Jack watching through the open door as he pulled his penis out and began stroking it.
After sucking Andy for about ten minutes he pulled my mouth from his penis and had me straddle him as he said I need to be inside of you now. As I straddled him I took his hard penis in my right hand and positioned it at the opening of my pussy and slowly lowered myself onto him, until he was deep inside of me. A moan escaped his lips as I began to ride him while he fondled my breasts and soon he was thrusting into me from below. Andy asked if we could trade positions so I rolled off him and layed on my back, with my legs spread wide for him.
He pushed my knees to my shoulders and plunged himself deep inside of me and again began to forcefully thrust into me. After only a minute or two Andy moaned he was going to come and immediately I could feel his hot seed being deposited deep in me as he moaned even louder. I had not even come close to an orgasm yet, but the night was early and I knew I would get my chance. Andy soon rolled off me and lay on the bed panting. As I looked up Jack was undressing and getting ready to take his turn. After catching his breath, Andy climbed out of the bed and was soon replaced by Jack.
Jack’s penis was at full erection and was pointing almost straight up along his belly. He was considerably thicker and longer than Andy. Jack crawled between my legs, pushing them apart and up to my shoulders. He took his manhood in his right hand and pushed the head of it into my wet slippery pussy. He was definitely much thicker and longer than Andy, but he eased practically the whole length into me in one slow thrust. It was a little uncomfortable but I adjusted to him quickly and felt so full.
Jack began a rhythmic in and out thrusting that felt so good once I adjusted to his extra girth and length. That’s when I noticed Andy standing by the side of the bed stroking his penis which was already pretty hard. He asked if double penetration was on the menu, so I told him I had never tried that. With that Jack rolled us over so that I was now straddling him and he was still inside me. I think they had this planned beforehand. They had me bend at the waist till I was laying flat on Jack’s chest and my butt was high in the air and vulnerable.
Andy produced a bottle of lube from the nightstand and began to apply it to my anus with his finger and to his penis. I was a little frightened at the thought of two men at once so I made Andy promise to stop if it hurt me too much. He gently slipped a lubed finger in my backdoor and it wasn’t painful at all, so I gave him the ok but to please go slow.
Jack stopped his thrusting to allow Andy a chance to push against my anus and with very little pain he was able to slip into me. They both were still for a minute to let me get used to the fullness, before again starting to thrust in and out of both my love canals. I had never felt so full inside, and in just a few minutes I began to enjoy the sensations deep inside of me. They were both being gentle and kept asking if I was ok, and I told them yes I was beginning to really like it. I was looking forward to them both coming inside me. Out of the corner of my eye I felt shocked and surprised to see Danny standing in the doorway, watching the show we must have been putting on. When he saw that I noticed him he gave me a slight smile.
With the excitement of the double penetration I knew my orgasm would be soon, and I figured that Jack and Andy were probably close to coming as well. Jack was the first to moan I’m coming, as he had not come yet, and as I felt his release deep inside me I began a shuddering climax from the two penises that were filling me. Andy was last to let go because this was his second shot of the night. After Andy pulled his penis from my stretched anus I lifted myself from Jack and rolled next to him on the bed. As we all three laid there panting, trying to catch our breath I saw that Danny was still watching from the doorway. He smiled, turned and walked back into the living area.
Once I caught my breath I excused myself and went into the bathroom to dispose of the gifts left by Andy and Jack. My thoughts were of Danny, what he had seen and how it had affected him. I wanted to run to him and wrap my arms around him and tell him I loved him, but the party goers had different plans.
Andy and Jack had caught their breath and were headed to the other bedroom to try out Tina. I assumed the other two, Greg and Frank would soon be visiting me. My assumption wasn’t wrong, and within minutes they came walking into my bedroom, naked as Jaybirds, both sporting half erections. Greg smiled and said that he was told that Andy and Jack had taken me together and they were hoping for the same treatment. I told them sure, even though I was tired and a little sore and was really ready to go home and get some sleep.
As they slipped onto the bed, one on either side of me, I took their erections in my hands and started stroking both of them. Both of their penis’s were of average length, maybe 7 inches but Greg’s was very thick, thicker than I had ever seen before. Greg’s fingers went straight to my pussy while Frank began licking, sucking and pinching my nipples. After a few minutes they were both fully hard and ready to go, so I attempted to straddle Greg but he said no I want your ass. I couldn’t imagine getting Greg’s girth in my butt so I told him I thought he was too big, but we could try.
I straddled Frank and he slipped into me and I bent at the waist exposing my anus to Greg. He picked up the bottle of lube, applied a generous amount to me and to his manhood, then positioned it at my backdoor. As he pushed against my sphincter, it began to open and then accepted his girth with considerable pain on my part. He was not gentle as was Andy, but just pushed all the way in and immediately began thrusting. Thankfully he was excited and he did not last long before filling me with his seed, and pulling out to lay next to us on the bed. Frank continued to pound away until he made a deposit deep inside of me, and I rolled off him to catch my breath and regain some strength.
I thought to myself that my first two anal experiences went well, but the third was rough. My butt was sore and even my pussy was a little sore, but I had had sex with four different men in the last hour or so, so I guess I should expect to be sore. I crawled out of the bed and made my way to the bathroom to clean myself up a bit. I was still worried about Danny, how he felt and would he be mad. I walked into the living room looking for Danny and saw him in the doorway to the other bedroom. I stood beside him as he put his arm around my waist and we watched Tina as she was finishing with Jack. Danny whispered that Tina had already done Andy. That meant that all four men had had both of us, so I guessed that we were about finished for the night.
I left my husband and retreated to the other bedroom and got dressed into my street clothes, then began picking up my costume. Tina walked by me, smiled and went to get dressed also. Danny packed up the sound system and we all talked until Tina was dressed and ready to leave, We said our goodbyes, kissed the guys and headed for the car.
In the car on the way home Tina talked non stop. She couldn’t believe what she had been through, how much fun she had, and how much money she had made. She couldn’t believe she had had sex with four different guys in the space of just a couple of hours. Danny was rather quiet and I still worried about how he felt. I quietly asked Tina if she had done anal and she said no, the guys wanted her to but she was afraid to let them, because she was still an anal virgin. I whispered to her asking if she would like to try it with Danny when we got back to our house, and she answered yes. I couldn’t wait to get home.
But that’s another story for a different time.”

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